Curassavoside B

Details

• Internal ID: aa506f08-a9cc-4c14-899d-ef3a25d163f1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1R)-1-hydroxyethyl]-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3CCC4(C5CC(C6(C(CCC6(C5(CC=C4C3)O)O)(C(C)O)O)C)OC(=O)C7=CC=CC=C7)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@H]3CC[C@@]4([C@H]5C[C@H]([C@@]6([C@@](CC[C@@]6([C@@]5(CC=C4C3)O)O)([C@@H](C)O)O)C)OC(=O)C7=CC=CC=C7)C)C)OC)O
• InChI: InChI=1S/C41H60O13/c1-22-34(44)29(49-6)20-33(50-22)54-35-23(2)51-32(19-28(35)43)52-27-13-14-37(4)26(18-27)12-15-40(47)30(37)21-31(53-36(45)25-10-8-7-9-11-25)38(5)39(46,24(3)42)16-17-41(38,40)48/h7-12,22-24,27-35,42-44,46-48H,13-21H2,1-6H3/t22-,23-,24-,27+,28+,29-,30-,31-,32+,33+,34-,35-,37+,38-,39-,40+,41-/m1/s1
• InChI Key: XSVZBQCVURRNDK-AGWZLEMXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₁₃
• Molecular Weight: 760.90 g/mol
• Exact Mass: 760.40339196 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9292	92.92%
Caco-2	-	0.8736	87.36%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9369	93.69%
P-glycoprotein inhibitior	+	0.7550	75.50%
P-glycoprotein substrate	+	0.7453	74.53%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	+	0.6685	66.85%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.5131	51.31%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7772	77.72%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9292	92.92%
Acute Oral Toxicity (c)	II	0.5618	56.18%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.5172	51.72%
Glucocorticoid receptor binding	+	0.7070	70.70%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	+	0.7437	74.37%
Honey bee toxicity	-	0.6649	66.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.23%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.88%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.85%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.19%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.92%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.49%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.19%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.66%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL5028	O14672	ADAM10	89.41%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.09%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.18%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.98%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.87%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.44%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.89%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.79%	97.25%
CHEMBL4302	P08183	P-glycoprotein 1	82.61%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.56%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.34%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.06%	95.93%
CHEMBL2535	P11166	Glucose transporter	81.00%	98.75%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 24865557
• NPASS: NPC209210